Most people visit the world's best places. Few actually experience them.
Extraordinary trips don't happen. They're built.
A $12,000 trip ruined by a $0 plan.
Wrong turns. Full parking lots at 7am. Trails that took three times longer than the blog said. A viewpoint closed for the season. These aren't worst-case scenarios. They're what happens when you navigate an unfamiliar destination with a generic itinerary written by someone who spent three days there.
For most people, this isn't a trip they do every year. They saved for it. They planned around it. They've been thinking about it for years. There's no do-over.
"The best trips in the world don't happen by chance. They're planned that way."
A travel agent hands you a template. A blog post gives you the same five stops everyone else visits. A quick Google search gives you a firehose of conflicting information that makes the planning feel harder, not easier.
What you actually need is someone who has been there. Not for a press trip. Not for a weekend. Someone who has spent enough time on the ground that they know which trail to take on a cloudy morning, where to park before dawn, and which "must-see" viewpoints are full of tour buses by 9am.
A travel agent tells you
what to do.
I start by asking
what you want.
Every custom plan begins with understanding what this trip needs to be for you. Not what's trending. Not what everyone else books. What matters to you. The experiences you want to have, the way you want to move through a place, the story you'll still be telling ten years from now.
Once I understand that, everything else is designed around it. The route. The timing. The pace. Every decision is filtered through what's right for your specific trip. Not a template, not a list.
You get a plan that is entirely, specifically yours.
Four stages.
One extraordinary trip.
Trip Vision Intake
Tell me how you travel. The pace that suits you, the mornings you want slow, what you'd rather skip entirely, what you came all this way to see. Twenty minutes of your time, and the planning is no longer yours to carry. It's with someone who has spent years learning what separates a good trip from one you'll still be talking about in a decade.
How I Think About Travel
While I build your plan, I'll send you a private video series. I'll show you why some trips stay with you for decades and others fade within a year, what actually makes a place memorable, and why the best decisions in a journey are the ones you never notice. Most people spend their lives collecting destinations. There's another way to travel, and by the time your playbook arrives you'll recognize it in every choice on the page.
Your Custom Playbook
A guidebook written for one trip. Yours.
Twenty pages at minimum, covering where you stay, where you eat, and what each day holds in the order it should unfold. Drive times, trailheads, booking windows, and lift schedules are all accounted for, along with a second plan for the days the weather turns. Every link you need is already in the document, and it reaches you within a week.
Private Video Walkthrough
Press play and I'll take you through your trip the way I'd take you through it in person. The valley you'll wake up to, the drive that's worth leaving early for, the table I want you at on the second night. You'll finish the video already able to picture the whole thing. Most people spend the month before a trip anxious. You'll spend it counting down.
Every decision,
made.
A great trip isn't the sum of its best places. It's what happens when someone puts them in the right order. You'll have that order in writing, and everything you need to go book it.
The exact hotel, and the room to ask for. The one with the balcony facing the peaks. The one worth an extra night. You won't compare a dozen options. I've already done that, and you're staying in the right one.
Every day planned in the order that makes the trip work. Big days and slow mornings in the right places. You come home restored, not wrecked.
Restaurants I've eaten at. Not ones I found online. Which need a reservation, how far ahead, and what to order when you sit down.
Driving directions, drive times, transport and shuttle options, trail maps, parking. You will never stand at a trailhead wondering if you're in the right place.
The hotels, rifugios, and lifts that sell out months ahead, with exactly what to reserve and when. Twenty minutes of booking, and nothing you want will be gone.
A second option for every day, ready before you need it. Bad weather changes the plan, not the trip.
Choose your
trip length.
A single-region itinerary, fully built. Every trail, town, and timing decision handled, designed around how you travel, not how everyone else does. Ideal for couples and solo travelers carving out one unforgettable week.
More days, more range, more depth. Multi-region routing with the pacing to actually breathe. Base towns, scenic transitions, and the layered moments a week-long trip can't fit. The sweet spot, where most travelers land.
A full immersion. Complex multi-region planning, deeper pacing, and the kind of itinerary built for trips you've been dreaming about for years. For groups and travelers who want the full reach of what's possible, and the plan you'll still be talking about a decade from now.
You're investing $10,000–$50,000+ in the trip itself.
This is the smallest line item, and the one that protects everything else.
Jen Ahana
Travel Sommelier
Some people discover travel. I discovered I couldn't live without it, so I walked away from everything else and made it my life. That has taken me across five continents and into creating six guidebooks.
Years of that shaped a palate. I approach a destination the way a sommelier approaches wine. Not by what's most celebrated, but by what makes something exceptional. It's why my recommendations rarely match the lists everyone else is working from.
The everything else was a private practice. I hold a doctorate in alternative medicine and spent years studying how the body holds up under strain and what it takes to recover, and I never stopped applying it to the way I design a trip. It shows up in which day should ask something of you and which should give it back, in how far is too far on the fourth morning, and in why the itinerary that looks best on paper is so often the one that sends you home needing a holiday from your holiday.
Anyone can tell you where to go. Knowing what a trip will ask of your body is a different training entirely.
Travelers who know what they want,
and found someone who could deliver it.
Shelley & David · Dolomites Anniversary Trip
Having an expert with true experience...made planning a complicated trip like this so helpful.
Loren · Italian Dolomites
All the fears have vanished and we are very confident we'll be going at a very special time.
Tom & Friends · Dolomites Off-Season
Jen is truly interested in helping navigate the best travel experience.
Dolomites · Solo Trip
This isn't for everyone.
It's for you, if.
This isn't for the casual traveler who wants a quick list. This is for the person who has been dreaming about this trip for years. Who wants to experience a destination the right way. Who understands that the gap between a good trip and an extraordinary one is worth investing in.
I keep this circle small on purpose. Every plan is researched and built from scratch. That takes real time, and I only have so much of it between producing my show and working with tourism boards worldwide. A short list is the only way each traveler gets my deepest knowledge and everything I've learned across five continents.
If a spot is open when you're reading this, that's your window. Click below, land on a secure checkout page, and your spot is secured in about 30 seconds. The hard part, trying to figure all of this out yourself, is over.
The best part comes next.
Questions.
Once you've completed your Trip Vision Intake, your Custom Travel Playbook will be delivered within one week.
Every Travel Playbook is written specifically for your trip and is a minimum of 20 pages.
It includes your recommended hotels, restaurants, daily itinerary, drive times, trailheads, booking windows, transportation logistics, backup plans for weather, and a personalized booking timeline so you know exactly what to reserve and when.
After you've received your Travel Playbook and watched your private video walkthrough, you'll have one week to send me one round of clarification questions.
Please gather your questions into a single email after you've reviewed everything. I'll respond with either a written reply or a personalized audio recording, depending on what's most helpful.
No. My role is to design your journey, not make reservations.
Your Travel Playbook tells you exactly what to book, when to book it, and provides the links and guidance you need to complete your reservations with confidence.
I specialize in destinations I've explored extensively and know firsthand. If you're considering a destination and aren't sure whether it's a good fit, simply email jen@jenahana.com before booking and I'll be happy to let you know.
Absolutely.
Your Trip Vision Intake is designed to help me understand how you travel. Whether you're celebrating an anniversary, traveling with family, looking for luxury accommodations, avoiding strenuous hikes, or have dietary or accessibility considerations, your itinerary is built around your needs.
Most travelers find that their Travel Playbook and private video walkthrough answer nearly everything they need.
If you require additional planning support beyond your included round of clarification questions, additional consulting may be available at an additional fee, subject to availability.
The sooner, the better.
Many of the world's most remarkable hotels, restaurants, rifugi, and unique experiences begin filling months in advance. Your personalized booking timeline will show you exactly what to reserve first, what can wait, and when each piece of your journey should fall into place.
This experience is for travelers who want more than recommendations.
It's for people who want a journey designed with intention, confidence, and depth. If you've been dreaming about this trip for years and want to experience it at its very best, you're exactly who I created this for.
This is the part where
you become one of the few.
Your destination is waiting. Your dates are set. The only thing missing is a plan worthy of the trip you've been building toward, and the person who can build it.
Build My TripBuild slots are limited. Secure yours in 30 seconds.